(1S,4aR,5S,8aR)-5-[2-(5-methoxy-2-oxo-2,5-dihydrofuran-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-decahydronaphthalene-1-carboxylic acid

• ChemBase ID: 304835
• Molecular Formular: C21H30O5
• Molecular Mass: 362.4599
• Monoisotopic Mass: 362.20932406
• SMILES: C1C[C@@]([C@H]2[C@](C1)([C@H](C(=C)CC2)CCC1=CC(OC1=O)OC)C)(C(=O)O)C
• Canonical SMILES: COC1OC(=O)C(=C1)CC[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCC[C@]2(C)C(=O)O
• InChI: InChI=1S/C21H30O5/c1-13-6-9-16-20(2,10-5-11-21(16,3)19(23)24)15(13)8-7-14-12-17(25-4)26-18(14)22/h12,15-17H,1,5-11H2,2-4H3,(H,23,24)/t15-,16+,17?,20+,21-/m0/s1
• InChIKey: OREKSZUASHFFQA-OBNOUSFBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4aR,5S,8aR)-5-[2-(5-methoxy-2-oxo-2,5-dihydrofuran-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-decahydronaphthalene-1-carboxylic acid
• IUPAC Traditional name: (1S,4aR,5S,8aR)-5-[2-(5-methoxy-2-oxo-5H-furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2H-naphthalene-1-carboxylic acid
• Synonyms: 15-Methoxypinusolidic acid

Database IDs

• CAS Number: 769928-72-5

CALCULATED PROPERTIES

• Acid pKa: 4.4681554
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.6503444
• LogD (pH = 7.4): 1.8848511
• Log P: 4.719403
• Molar Refractivity: 97.7771 cm^3
• Polarizability: 38.72395 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder